Search Holiday Rentals in Pittsfield

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Check prices for these dates

Tonight
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in Pittsfield

Standard Cabin, 1 Queen Bed, Non Smoking | Exterior
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Cabin in Epsom

2.0 star property
9.6 out of 10, Exceptional, (81)
"Everything was wonderful!!"
United States
Christina
The price is 3.136.007 ₫
4.546.288 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Deluxe Apartment, Non Smoking | Private kitchen | Full-sized fridge, microwave, oven, stovetop
9 Lake Street

Apartment in Wolfeboro

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
9 Lake Street
Exterior
The Cottages at Harvey Lake

Holiday Home in Northwood

3.0 star property
8.8 out of 10, Excellent, (46)
"The cottage was great! It was very clean and comfy. The host had everything ready for us for a late check in. "
United States
Tonja
The Cottages at Harvey Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews

Tru by Hilton Concord

Tru by Hilton Concord

10/10 Excellent
"The room and public areas were very clean. The breakfast offered a good variety of food. All of the staff were courteous and friendly."
Debbie 3-night trip
Posted 2 days ago
Tru by Hilton Concord

Frequently asked questions

Can I find holiday rentals in Pittsfield?

Yes, there are holiday rentals close to the most popular sights in Pittsfield, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Pittsfield?

Expedia has 3 holiday rentals for your stay in Pittsfield.

What’s there to see and do in Pittsfield?

Suncook River and Lily Lake are a couple of scenic spots to enjoy the outdoors, whereas Scenic Theatre is one of the cultural attractions. Other places in town to visit include Josiah Carpenter Library and Pittsfield Town Hall.

What’s a holiday rental in Pittsfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsfield. Holiday rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.